BODIPY-based Fluorescent Liposomes with Sesquiterpene Lactone Trilobolide

Overview

Journal Beilstein J Org Chem

Specialty Chemistry

Date 2017 Aug 8

PMID 28781697

Citations 5

Authors

Ludmila Skorpilova

Silvie Rimpelova

Michal Jurasek

Milos Budesinsky

Jana Lokajova

Roman Effenberg

Petr Slepicka

Tomas Ruml

Eva Kmonickova

Pavel B Drasar

Zdenek Wimmer

Affiliations

Soon will be listed here.

Abstract

Like thapsigargin, which is undergoing clinical trials, trilobolide is a natural product with promising anticancer and anti-inflammatory properties. Similar to thapsigargin, it has limited aqueous solubility that strongly reduces its potential medicinal applications. The targeted delivery of hydrophobic drugs can be achieved using liposome-based carriers. Therefore, we designed a traceable liposomal drug delivery system for trilobolide. The fluorescent green-emitting dye BODIPY, cholesterol and trilobolide were used to create construct . The liposomes were composed of dipalmitoyl-3-trimethylammoniumpropane and phosphatidylethanolamine. The whole system was characterized by atomic force microscopy, the average size of the liposomes was 150 nm in width and 30 nm in height. We evaluated the biological activity of construct and its liposomal formulation, both of which showed immunomodulatory properties in primary rat macrophages. The uptake and intracellular distribution of construct and its liposomal formulation was monitored by means of live-cell fluorescence microscopy in two cancer cell lines. The encapsulation of construct into the liposomes improved the drug distribution in cancer cells and was followed by cell death. This new liposomal trilobolide derivative not only retains the biological properties of pure trilobolide, but also enhances the bioavailability, and thus has potential for the use in theranostic applications.

Citing Articles

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